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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651243Generated: October 30, 2026

2-Chloroacrylonitrile → 4-Cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole

https://huagongshe.com/reaction/651243

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroacrylonitrileHCID 70198—
Reactant2-(Azidomethyl)-1,3-difluorobenzeneHCID 10888323—
SolventTolueneHCID 1140—
Product4-Cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazoleHCID 11042239—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2,6-difluorobenzyl azide (34.2 g), 2-chloroacrylonitrile (26.6 g) and toluene (125 ml) is stirred at about 80° C. for 24 hours. Unreacted 2-chloroacrylonitrile and 2,6-difluorobenzyl azide as well as toluene are distilled off (distillate 100 ml) by raising the external temperature to about 130° C. After cooling to 80° C., n-heptane (100 ml) is allowed to run in. The mixture is cooled to about 20° C. and the suspension is stirred at about 20° C. for 1 hour. The product is isolated by filtration and washed with n-heptane (100 ml). The product is dried in vacuo at about 60° C. Yield: 22.31 g=50.7% (beige powder).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277999B1
Source datasetuspto-grants-2001_08
ORD IDord-684d2c6872fb4fe3bab10916a3888e03
Source noteuspto-grants-2001_08